31. Round | 07/02/2009 | Tranmere Rovers | - | Leyton Orient | 0:0 | ||||
32. Round | 14/02/2009 | Leyton Orient | - | Crewe Alexandra | 1:0 | ||||
33. Round | 21/02/2009 | Hartlepool United | - | Leyton Orient | 0:1 | ||||
34. Round | 28/02/2009 | Hereford United | - | Leyton Orient | 2:1 | ||||
35. Round | 03/03/2009 | Leyton Orient | - | Peterborough United | 2:3 | ||||
37. Round | 10/03/2009 | Carlisle United | - | Leyton Orient | 1:3 | ||||
38. Round | 14/03/2009 | Stockport County | - | Leyton Orient | 0:1 | ||||
39. Round | 21/03/2009 | Leyton Orient | - | Walsall FC | 0:1 | ||||
40. Round | 28/03/2009 | Leyton Orient | - | Oldham Athletic | 2:1 | ||||
41. Round | 04/04/2009 | Cheltenham Town | - | Leyton Orient | 0:1 | ||||
30. Round | 07/04/2009 | Leyton Orient | - | Leeds United | 2:2 | ||||
42. Round | 11/04/2009 | Leyton Orient | - | Colchester United | 2:1 | ||||
43. Round | 13/04/2009 | Swindon Town | - | Leyton Orient | 0:1 | ||||
44. Round | 18/04/2009 | Leyton Orient | - | Northampton Town | 1:3 | ||||
45. Round | 25/04/2009 | Millwall FC | - | Leyton Orient | 2:1 | ||||
46. Round | 02/05/2009 | Leyton Orient | - | Huddersfield Town | 1:1 |